NPASS drugs

Drug Information

Drug ID:	NPD1855
Drug Name:
Molecular Formula:	C16H11Cl2FO2
Canonical SMILES:	OC(=O)C1(CC1)c1ccc(c(c1)F)c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C16H11Cl2FO2/c17-12-4-1-9(7-13(12)18)11-3-2-10(8-14(11)19)16(5-6-16)15(20)21/h1-4,7-8H,5-6H2,(H,20,21)
Standard InCHIKey:	LIYLTQQDABRNRX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1855

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	214
0.1-0.2	1222
0.2-0.3	2989
0.3-0.4	11057
0.4-0.5	12760
0.5-0.6	2499
0.6-0.7	143
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7155	NPC172925
Intermediate Similarity	0.7105	NPC274455
Intermediate Similarity	0.7105	NPC70940
Intermediate Similarity	0.7105	NPC86670
Intermediate Similarity	0.7043	NPC86987
Intermediate Similarity	0.7025	NPC291426
Remote Similarity	0.6991	NPC322387
Remote Similarity	0.6937	NPC285773
Remote Similarity	0.6911	NPC105899
Remote Similarity	0.6905	NPC313981
Remote Similarity	0.686	NPC133809
Remote Similarity	0.686	NPC136810
Remote Similarity	0.686	NPC128248
Remote Similarity	0.686	NPC225079
Remote Similarity	0.6855	NPC94751
Remote Similarity	0.6855	NPC142326
Remote Similarity	0.6825	NPC216122
Remote Similarity	0.6786	NPC44830
Remote Similarity	0.6783	NPC329064
Remote Similarity	0.6748	NPC329556
Remote Similarity	0.6746	NPC318327
Remote Similarity	0.6724	NPC9822
Remote Similarity	0.6694	NPC324786
Remote Similarity	0.6667	NPC127343
Remote Similarity	0.6641	NPC95126
Remote Similarity	0.6641	NPC475002
Remote Similarity	0.6615	NPC471721
Remote Similarity	0.6613	NPC255676
Remote Similarity	0.6612	NPC226041
Remote Similarity	0.6589	NPC66208
Remote Similarity	0.6585	NPC264728
Remote Similarity	0.6535	NPC249811
Remote Similarity	0.6532	NPC304873
Remote Similarity	0.6529	NPC261947
Remote Similarity	0.6525	NPC473247
Remote Similarity	0.6522	NPC95965
Remote Similarity	0.6508	NPC471186
Remote Similarity	0.6504	NPC221825
Remote Similarity	0.6504	NPC217621
Remote Similarity	0.6491	NPC288903
Remote Similarity	0.6439	NPC221275
Remote Similarity	0.6423	NPC120393
Remote Similarity	0.6412	NPC93287
Remote Similarity	0.64	NPC25458
Remote Similarity	0.6393	NPC469893
Remote Similarity	0.6389	NPC76453
Remote Similarity	0.6379	NPC294134
Remote Similarity	0.637	NPC316906
Remote Similarity	0.6364	NPC34243
Remote Similarity	0.6364	NPC30390
Remote Similarity	0.6343	NPC212891
Remote Similarity	0.6341	NPC469891
Remote Similarity	0.6341	NPC469890
Remote Similarity	0.6341	NPC469892
Remote Similarity	0.6341	NPC270654
Remote Similarity	0.6341	NPC253423
Remote Similarity	0.6336	NPC186128
Remote Similarity	0.6333	NPC187725
Remote Similarity	0.6333	NPC110704
Remote Similarity	0.6333	NPC317645
Remote Similarity	0.6333	NPC141607
Remote Similarity	0.6328	NPC244933
Remote Similarity	0.6328	NPC85560
Remote Similarity	0.6299	NPC329282
Remote Similarity	0.6296	NPC45794
Remote Similarity	0.629	NPC229242
Remote Similarity	0.6279	NPC156648
Remote Similarity	0.626	NPC61944
Remote Similarity	0.625	NPC328694
Remote Similarity	0.625	NPC474910
Remote Similarity	0.625	NPC134120
Remote Similarity	0.623	NPC261181
Remote Similarity	0.6222	NPC158157
Remote Similarity	0.6212	NPC471189
Remote Similarity	0.6212	NPC471188
Remote Similarity	0.621	NPC289201
Remote Similarity	0.621	NPC477767
Remote Similarity	0.6202	NPC37914
Remote Similarity	0.6194	NPC186933
Remote Similarity	0.6194	NPC471318
Remote Similarity	0.619	NPC473325
Remote Similarity	0.6187	NPC167323
Remote Similarity	0.6187	NPC269923
Remote Similarity	0.6179	NPC206764
Remote Similarity	0.6165	NPC143768
Remote Similarity	0.616	NPC160548
Remote Similarity	0.616	NPC271475
Remote Similarity	0.616	NPC210529
Remote Similarity	0.616	NPC175852
Remote Similarity	0.6159	NPC133389
Remote Similarity	0.6159	NPC234337
Remote Similarity	0.6159	NPC183339
Remote Similarity	0.6154	NPC21929
Remote Similarity	0.6154	NPC267704
Remote Similarity	0.6148	NPC9274
Remote Similarity	0.6142	NPC284477
Remote Similarity	0.6136	NPC265513
Remote Similarity	0.6124	NPC172483
Remote Similarity	0.6119	NPC294458
Remote Similarity	0.6116	NPC62765
Remote Similarity	0.6115	NPC241001
Remote Similarity	0.6111	NPC476042
Remote Similarity	0.6107	NPC281604
Remote Similarity	0.6099	NPC328107
Remote Similarity	0.6099	NPC85511
Remote Similarity	0.6099	NPC318067
Remote Similarity	0.6094	NPC274443
Remote Similarity	0.6094	NPC247976
Remote Similarity	0.609	NPC280789
Remote Similarity	0.6087	NPC204784
Remote Similarity	0.6087	NPC202015
Remote Similarity	0.6087	NPC42657
Remote Similarity	0.6083	NPC477693
Remote Similarity	0.6083	NPC477704
Remote Similarity	0.6074	NPC93181
Remote Similarity	0.6071	NPC293831
Remote Similarity	0.6071	NPC369
Remote Similarity	0.6063	NPC282895
Remote Similarity	0.6063	NPC42211
Remote Similarity	0.6063	NPC469481
Remote Similarity	0.6063	NPC52472
Remote Similarity	0.6058	NPC228318
Remote Similarity	0.6056	NPC295664
Remote Similarity	0.6047	NPC249067
Remote Similarity	0.6047	NPC472221
Remote Similarity	0.6047	NPC8931
Remote Similarity	0.6047	NPC261573
Remote Similarity	0.6047	NPC472222
Remote Similarity	0.6047	NPC120693
Remote Similarity	0.6047	NPC269644
Remote Similarity	0.6045	NPC470253
Remote Similarity	0.6033	NPC231591
Remote Similarity	0.6031	NPC112903
Remote Similarity	0.6028	NPC121168
Remote Similarity	0.6028	NPC176208
Remote Similarity	0.6028	NPC475692
Remote Similarity	0.6028	NPC474283
Remote Similarity	0.6026	NPC86087
Remote Similarity	0.6016	NPC222390
Remote Similarity	0.6016	NPC244427
Remote Similarity	0.6016	NPC323164
Remote Similarity	0.6014	NPC318173
Remote Similarity	0.6014	NPC9180
Remote Similarity	0.6014	NPC100402
Remote Similarity	0.6013	NPC182475
Remote Similarity	0.6	NPC272260
Remote Similarity	0.6	NPC69057
Remote Similarity	0.6	NPC91452
Remote Similarity	0.6	NPC196673
Remote Similarity	0.5988	NPC472623
Remote Similarity	0.5985	NPC469843
Remote Similarity	0.5985	NPC475006
Remote Similarity	0.5985	NPC105141
Remote Similarity	0.5985	NPC242764
Remote Similarity	0.5984	NPC118343
Remote Similarity	0.5984	NPC245561
Remote Similarity	0.5984	NPC228435
Remote Similarity	0.5984	NPC7435
Remote Similarity	0.5984	NPC84288
Remote Similarity	0.5984	NPC54647
Remote Similarity	0.5983	NPC323103
Remote Similarity	0.5971	NPC472708
Remote Similarity	0.5971	NPC476645
Remote Similarity	0.597	NPC79496
Remote Similarity	0.597	NPC292834
Remote Similarity	0.597	NPC158282
Remote Similarity	0.597	NPC218855
Remote Similarity	0.5969	NPC160382
Remote Similarity	0.5969	NPC13426
Remote Similarity	0.5966	NPC475710
Remote Similarity	0.5965	NPC9796
Remote Similarity	0.5957	NPC249340
Remote Similarity	0.5957	NPC162935
Remote Similarity	0.5957	NPC42644
Remote Similarity	0.5956	NPC215419
Remote Similarity	0.5954	NPC100767
Remote Similarity	0.5954	NPC188677
Remote Similarity	0.5952	NPC156021
Remote Similarity	0.5948	NPC95868
Remote Similarity	0.5948	NPC121800
Remote Similarity	0.5946	NPC155429
Remote Similarity	0.5944	NPC111088
Remote Similarity	0.5944	NPC236189
Remote Similarity	0.5942	NPC323440
Remote Similarity	0.5942	NPC80605
Remote Similarity	0.5942	NPC325295
Remote Similarity	0.5942	NPC76308
Remote Similarity	0.5942	NPC222968
Remote Similarity	0.594	NPC158854
Remote Similarity	0.5938	NPC94487
Remote Similarity	0.5932	NPC270507
Remote Similarity	0.5931	NPC115797
Remote Similarity	0.5931	NPC51448
Remote Similarity	0.5926	NPC128368
Remote Similarity	0.5926	NPC477476
Remote Similarity	0.5926	NPC286222
Remote Similarity	0.5926	NPC471481
Remote Similarity	0.5926	NPC477475
Remote Similarity	0.5918	NPC48909
Remote Similarity	0.5917	NPC318107

Drug Structure

NPD1855 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 1.6628 -0.9600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1569 0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3255 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8197 3.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6511 2.8800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3255 1.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6628 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1569 1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4942 0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4942 1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8197 1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8197 2.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 -1.4400 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 0.4800 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6628 1.9200 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.9883 0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6511 0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6511 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 16 1 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001971
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9996409
ChEBI
CAS Number

Drug Properties

Molecular Weight	324.01
ALogP	1.4835
MLogP	2.67
XLogP	4.505
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	37.3
RO5 Violation	0